Reaktion #91560

Reaktionsgleichung

1,1-dimethylethyl 7-(2-(methyloxy)-6-{[(4-methyl-2-pyridinyl)methyl]oxy}phenyl)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate

hydrogen chloride

→

title compound

7-(2-(methyloxy)-6-{[(4-methyl-2-pyridinyl)methyl]oxy}phenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeOn completion the solid formed
2. 2
   Filtrationwas collected by filtration
3. 3
   Waschenwashed with acetone
4. 4
   workup.DISSOLUTIONThe solid was then dissolved in water
5. 5
   SonstigeThe sticky solid formed
6. 6
   Extraktionwas extracted with DCM
7. 7
   TrocknenThe organic phase was dried over sodium sulphate
8. 8
   Einengenconcentrated in vacuo
9. 9
   Sonstigeto give a solid
10. 10
    SonstigeThis was purified by silica column chromatography
11. 11
    Wascheneluting with 0-8% methanol in DCM
12. 12
    Einengenconcentrated in vacuo
13. 13
    Sonstigeto yield a solid
14. 14
    SonstigeThis was triturated with diethyl ether

Vorschrift

1,1-dimethylethyl 7-(2-(methyloxy)-6-{[(4-methyl-2-pyridinyl)methyl]oxy}phenyl)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate (2.57 g) was dissolved in dioxane (20 ml). Gaseous hydrogen chloride was passed through the reaction mixture for about 1.5 h. The reaction was monitored by TLC. On completion the solid formed was collected by filtration and washed with acetone. The solid was then dissolved in water and the mixture neutralised with aqueous sodium hydroxide (1M). The sticky solid formed was extracted with DCM. The organic phase was dried over sodium sulphate and concentrated in vacuo to give a solid. This was purified by silica column chromatography eluting with 0-8% methanol in DCM. The appropriate fractions were combined and concentrated in vacuo to yield a solid. This was triturated with diethyl ether to yield the title compound, 1.34 g (67%).

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